61586-79-6Relevant articles and documents
A Formal Synthesis of Ptaquilosin. The Aglycon of a Potent Bracken Carcinogen Ptaquiloside
Cossy, Janine,Ibhi, Said,Kahn, Philippe H.,Tacchini, Laura
, p. 7877 - 7880 (1995)
A formal synthesis of racemic and optically active ptaquilosin has been achieved from the commercially available methyl 2-oxocyclopentanecarboxylate.
Is the ring conformation the most critical parameter in lipase-catalysed acylation of cycloalkanols?
Levy, Laura M.,Lavandera, Ivan,Gotor, Vicente
, p. 2572 - 2577 (2004)
CAL-B catalysed the resolution of several five and six-membered cyclic β-hydroxy esters efficiently with the exception of the cis-cyclohexanol (±)-4. When employing molecular modelling techniques the conformation turned out to be the most important determ
Copper-catalyzed, stereoconvergent,: Cis -diastereoselective borylative cyclization of ω -mesylate- α, β -unsaturated esters and ketones
Zuo, Ya-Jie,Chang, Xiao-Tong,Hao, Zhi-Ming,Zhong, Chong-Min
, p. 6323 - 6327 (2017/08/10)
The Cu(i)-catalyzed stereoconvergent borylative cyclization of ω-mesylate-α,β-unsaturated compounds is facilitated by a simple Cu-bisphosphine catalyst. This reaction provides a novel route to cis-β-boron-substituted five- and six-membered carbocycle and heterocycle esters. Mechanistic studies indicate that stereoconvergence and cis-substitution likely stem from the rapid enolation of the borylcopper adduct with the substrate double bond and the formation of a five-membered intermediate, respectively.
The fluoroalkene motif as a surrogate of the amide bond: Syntheses of AA-Ψ[(Z) and (E)-CFCH]-Pro pseudodipeptides and an Enalapril analogue
Villiers, Emilie,Couve-Bonnaire, Samuel,Cahard, Dominique,Pannecoucke, Xavier
, p. 7054 - 7062 (2015/08/19)
This work describes the optimization process for the synthesis of pseudodipeptides featuring a proline bound to another amino acid through a fluoroalkene moiety that act as an amide bond surrogate. The synthetic methodology is extended to non-peptidic molecules as demonstrated in the design and synthesis of an Enalapril analogue.
